N-NITROSOMORPHOLINE

Base Information

• Chemical Name: N-NITROSOMORPHOLINE
• CAS No.: 59-89-2
• Molecular Formula: C4H8 N2 O2
• Molecular Weight: 116.12
• Hs Code.: 2934999090
• European Community (EC) Number: 627-564-6
• NSC Number: 139
• UN Number: 2810,3077
• UNII: 3L25FO7FN7
• DSSTox Substance ID: DTXSID4021056
• Nikkaji Number: J2.336A
• Wikidata: Q22138414
• NCI Thesaurus Code: C44420
• ChEMBL ID: CHEMBL165908
• Mol file: 59-89-2.mol

Synonyms:4-Nitrosomorpholine;N-Nitrosomorpholine; NSC 139; Nitrosomorpholine

Chemical Property of N-NITROSOMORPHOLINE

Chemical Property:

• Appearance/Colour: yellow crystals or gold liquid
• Melting Point: 29°C
• Refractive Index: 1.4880 (estimate)
• Boiling Point: 226.1°Cat760mmHg
• PKA: -5.72±0.20(Predicted)
• Flash Point: 90.5°C
• PSA: 41.90000
• Density: 1.32g/cm³
• LogP: -0.06210
• Storage Temp.: 2-8°C
• Water Solubility.: Completely soluble in water
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 116.058577502
• Heavy Atom Count: 8
• Complexity: 80.1
• Transport DOT Label: Poison

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Nitrosomorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,F
• Hazard Codes: Xn,T,F
• Statements: 22-40-39/23/24/25-23/24/25-11
• Safety Statements: 36/37-45-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: C1COCCN1N=O
• Uses: N-Nitrosomorpholine, a frequently used genotoxic model carcinogen. Toxicogenomic analysis of N-Nitrosomorpholine induced changes in rat liver. Solvent for polyacrylonitrile; present during rubber manufacturing

Technology Process of N-NITROSOMORPHOLINE

There total 12 articles about N-NITROSOMORPHOLINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

morpholine (110-91-8,99108-56-2) + bromonitromethane (563-70-2) → N-nitrosomorpholine (59-89-2) + formaldehyd (50-00-0,30525-89-4,61233-19-0)

Guidance literature:

In acetonitrile; at 70 ℃; for 168h;

DOI:10.1039/c39900001598

Reference yield: 23.0%

morpholine (110-91-8,99108-56-2) + benzo-1,2,3,4-tetrazine 1,3-dioxide (128767-05-5) → 1,2,3-Benzotriazole (95-14-7,27556-51-0) + N-nitrosomorpholine (59-89-2)

Guidance literature:

With sodium dithionite; In tetrahydrofuran; diethyl ether; water; at 20 ℃; for 0.0333333h;

DOI:10.1021/ol026437o

Reference yield:

4-methylene-morpholinium (45508-78-9) → N-nitrosomorpholine (59-89-2) + formaldehyd (50-00-0,30525-89-4,61233-19-0)

Guidance literature:

With Nitrite; at 25 ℃; Rate constant;

upstream raw materials:

morpholine

n-propyl nitrite

n-Butyl nitrite

bromonitromethane

Downstream raw materials:

morpholine

1-aminomorpholine

N-Nitroso-3,3,5,5-tetradeutero-morpholin

N,N'-bis(morpholino)diazene

Refernces

• 1、 Garcia-Rio, L.,Leis, J. R.,Mejuto, J. C.. "Pseudophase Approach to Reactivity in Microemulsions: Quantitative Explanation of the Kinetics of the Nitrosation of Amines by Alkyl Nitrides in AOT/Isooctane/Water Microemulsions". . p. 10981 - 10988. Retrieved 2007/10/03.
• 2、 Garcia-Rio, Luis,Iglesias, Emilia,Leis, J. Ramon,Pena, M. Elena,Rios, Ana. "Reactivity of Nucleophilic Nitrogen Compounds towards the Nitroso Group". . p. 29 - 37. Retrieved 2007/10/02.